Acetylenedicarboxylic acid Chemical Properties

Melting point:

180-187 °C (dec.) (lit.)

Boiling point:

133.5°C (rough estimate)

Density 

1.1794 (rough estimate)

refractive index 

1.5260 (estimate)

Flash point:

131 °C

storage temp. 

2-8°C

solubility 

Methanol (Slightly), Water

pka

pK1: 1.75; pK2: 4.40 (25°C)

form 

Crystalline Powder or Crystals

color 

White or cream to beige

Water Solubility 

soluble

BRN 

878357

InChIKey

YTIVTFGABIZHHX-UHFFFAOYSA-N

CAS DataBase Reference

142-45-0(CAS DataBase Reference)

NIST Chemistry Reference

2-Butynedioic acid(142-45-0)

EPA Substance Registry System

2-Butynedioic acid (142-45-0)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

25-36/37/38

Safety Statements 

26-45-37/39

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29171990

MSDS

• Language:English Provider:Acetylenedicarboxylic acid
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Acetylenedicarboxylic acid Usage And Synthesis

Chemical Properties

cream coloured to beige crystalline powder or

Uses

Acetylenedicarboxylic acid is employed in the preparation of dimethyl acetylenedicarboxylate and potassium hydrogenacetylenedicarboxylate. It is also used as a laboratory reagent. Further, it is used as a precursor in organic synthesis and also serves as a pharmaceutical intermediate.

Definition

ChEBI: An acetylenic compound that is acetylene in which the hydrogens are replaced by carboxy groups.

Purification Methods

The acid is soluble in Et2O and crystallises from Et2O/pet ether (m 183-183.5o), or H2O as the dihydrate which dehydrates in a desiccator over conc H2SO4 in a vacuum. The dipicrate crystallises from aqueous ether. For the mono K salt see entry in “Metal-organic Compounds”, Chapter 5. [Abbott et al. Org Synth Coll Vol II 10 1943, Huntress et al. Org Synth Coll Vol IV 329 1963, Beilstein 2 H 801, 2 I 317, 2 II 670, 2 III 1991, 2 IV 2290.]

Acetylenedicarboxylic acid(142-45-0)Related Product Information

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